Along with others, apprenticed to Francis Stiles, who was paid by Sir Richard Saltonstall to bring them to Windsor CT to build houses for those who would come from England later. They were on the shipping list, which gives Thomas's age as 21, for the Christian which left London on 16 March 1634/5, arrived in Boston on 16 June 1635, and reached Windsor via the Connecticut River about 1 July 1635. [5].

The Court at Hartford ordered Stiles to teach Thomas carpentry, along with fellow servants Thomas Cope and George Copple. [6]

Recorded in the 1640 Town Records at Windsor in the list of “First Settlers of Windsor, five years after their removal from Dorchester.” [7]

Origins

Connection to parents is through London records tracked down by Donald Barber.[8] In the records of the Worshipful Company of Carpenters at the Guildhall are found minutes for a meeting held on 18 December 1634. On page 352 of the court minute book for 1618-1635 (Volume 4 of Ms 4329, at Guildhall Library, Aldermanbury, London): "Received of Francis Stiles for apprenticing Thomas Barber son of John Barber of Stamford in the County of Lincoln, yeoman, deceased, from St Thomas's day next for 9 years. 2s 2d".

The Christian sailed to Boston, then up the Connecticut River to Windsor. Among its passengers were young men paid by Sir Richard Saltonstall to build houses at Windsor for future settlers (led by Francis Stiles).

Windsor was the first permanent English settlement in Connecticut. Local indians granted Plymouth settlers land at the confluence of the Farmington River and the west side of the Connecticut River, and Plymouth settlers (including Jonathan Brewster, son of William) built a trading post in 1633. But the bulk of the settlement came in 1635, when 60 or more people led by Reverend Warham arrived, having trekked overland from Dorchester, Massachusetts. Most had arrived in the New World five years earlier on the ship "Mary and John" from Plymouth, England. The settlement was first called Dorchester, and was renamed Windsor in 1637.